Round: 28 Ground: Hardcourt outdoor
| ITF Greece F4 | 2016/04/15 07:00 | Lloyd Glasspool v Thomas Brechemier | 6-4,6-2 |
| ITF Greece F4 | 2016/04/14 08:30 | Lloyd Glasspool v Daniel Hobart | 6-7,6-4,6-4 |
| ITF Greece F4 | 2016/04/13 07:00 | Lloyd Glasspool v Karol Drzewiecki | 7-6,7-5 |
| Challenger St Brieuc Qual | 2016/03/27 15:00 | Manuel Guinard v Lloyd Glasspool | 3-6,3-6 |
| Challenger Drummondville Qual | 2016/03/13 21:30 | Lloyd Glasspool v Edward Corrie | 4-6,6-3,3-6 |
| ITF Canada F2 | 2016/03/13 17:00 | Lloyd Glasspool v Stefan Kozlov | 6-4,4-6,4-6 |
| ITF Canada F2 | 2016/03/12 16:00 | Felix Auger Aliassime v Lloyd Glasspool | 4-6,2-6 |
| ITF Canada F2 | 2016/03/11 16:00 | Lloyd Glasspool v Eric Quigley | 1-6,6-2,6-4 |
| ITF Greece F4 | 2016/04/15 07:00 | Vladyslav Manafov v Darian King | 4-6,1-6 |
| ITF Greece F4 | 2016/04/14 07:00 | Mick Lescure v Darian King | 5-7,2-6 |
| ITF Greece F4 | 2016/04/12 09:15 | Scott Clayton v Darian King | 3-6,4-6 |
| ITF Greece F3 | 2016/04/09 07:00 | Bradley Mousley v Darian King | 6-2,4-6,7-6 |
| ITF Greece F3 | 2016/04/08 07:00 | Alex Molcan v Darian King | 5-7,1-6 |
| ITF Greece F3 | 2016/04/07 08:50 | Aljaz Radinski v Darian King | 0-6,7-6,3-6 |
| ITF Greece F3 | 2016/04/05 10:05 | Aleksander Pawlicki v Darian King | 4-6,2-6 |
| Davis Cup | 2016/03/04 16:50 | Ivan Endara v Darian King | 6-1,6-2,6-4 |